The incorporation of new technology into existing human activities can be challenging. Numerous models have been proposed in human-computer interaction (HCI) to guide research and analyze effects. However, bridging the gap between experimental data and real-world applications often proves to be difficult. In the last decades, post-cognitivistic approaches have been developed to explain human cognition and the relation between humans and their environment. In this paper, we present a novel framework to systematically describe and analyze challenges in the context of HCI from multiple perspectives. It extends Cultural-Historical Activity Theory (CHAT) and is enriched by contemporary philosophical perspectives (enactivism, pattern theory of self and post-phenomenology). The proposed framework is further illustrated by applying it to an immersive telementoring prototype system.